Simple and high radiochemical yield synthesis of 2′-Deoxy-2′-[18F]fluorouridine via a new nosylate precursor
✍ Scribed by Se Hun Kang; Seung Jun Oh; Mi Kyung Yoon; Jin Sook Ryu; Won Koo Lee; Sun Joo Choi; Kyung Pae Park; Dae Hyuk Moon
- Publisher
- John Wiley and Sons
- Year
- 2006
- Tongue
- French
- Weight
- 184 KB
- Volume
- 49
- Category
- Article
- ISSN
- 0022-2135
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
We synthesized 2'‐deoxy‐2'‐[^18^F]fluorouridine (7) as a radiotracer for positron emission tomography from a new nosylate precursor (6). This new precursor was synthesized from uridine in four steps. The overall synthetic yield was 9.4% and we have high stability of >98% purity up to 6 months at 4°C. The optimal manual [^18^F]fluorination conditions were 30 mg of the precursor 6 in 500 µl of acetonitrile at 145°C for 15 min with 370 MBq of [^18^F]fluoride. The [^18^F]fluorination yield was 76.5±2.7% (n = 3). After hydrolysis of protecting groups with 1 N HCl and purification by HPLC, the overall radiochemical yield and purity were 26.5±1.4% and 98.2±2.5%, respectively. The preparation time was 70.0±10.5 min (n = 3 for each result). We also developed an automated method with a radiochemical yield and purity of 24.0±2.8 and 98.0±1.5% (n = 10) using a GE TracerLab MX chemistry module. This new nosylate precursor for 2'‐deoxy‐2'‐[^18^F]fluorouridine synthesis showed higher radiochemical yields and reproducibility than previous methods. Copyright © 2006 John Wiley & Sons, Ltd.